Ultrastable Anion Catechol Frameworks (ACFs) of Pentiptycene‐based Quad(catechol) Through Decavalent Hydrogen Bond

Abstract

Anion coordination are silimar with metal coordination to direct the formation of ordered structures from samll building blocks through hydrogen bonds. However, the diversity and stablity of the reported anion coordinaion frameworks (ACFs) are limited. Herein, we designed and synthesized a new shape‐persistent catechol ligand, azazcene‐bridged pentiptycene with four catechol moieties, compound 1. The compound 1 with four catechol moieties as hydrogen bond donors and four nitrogen atoms as hydrogen bond acceptors will form more hydrogen bonds with anion ions or compound 1 itself to boost the development of anion catechol frameworks (ACFs). The obtained crystalline ACF possesses staggered hexagonal pores through decavalent hydrogen bond and exhibits excellent thermal and water stability in harsh conditions.

A Cationic Catechol Derivative Binds Anions in Competitive Aqueous Media

“…[10] Indeed, despite a relatively small number of studies, OÀ H•••anion interactions have been used in the design of synthetic receptors, in anion transport applications [11][12][13] and in anion-directed selfÀ assembly. [14][15][16][17][18][19] Most of the known OÀ H containing anion receptors are neutral molecules. Hosts containing phenolic OÀ H groups [20][21][22][23][24] (including catechols [20,[25][26][27] ), aliphatic OÀ H groups, [28][29][30][31][32][33][34][35][36][37] and silanol [38][39][40][41] motifs have all demonstrated good efficacy, typically in polar aprotic solvent media.…”

“…This is perhaps surprising given the ease with which O−H groups can be synthesised and their potent hydrogen bonding strength [10] . Indeed, despite a relatively small number of studies, O−H⋅⋅⋅anion interactions have been used in the design of synthetic receptors, in anion transport applications [11–13] and in anion‐directed self−assembly [14–19] …”

A Cationic Catechol Derivative Binds Anions in Competitive Aqueous Media

“…[10] Indeed, despite a relatively small number of studies, O-H•••anion interactions have been used in the design of synthetic receptors, in anion transport applications [11][12][13] and in anion-directed self-assembly. [14][15][16][17][18][19] Most of the known O-H containing anion receptors are neutral molecules. Hosts containing phenolic O-H groups [20][21][22][23][24] (including catechols [20,[25][26][27] ), aliphatic O-H groups, [28][29][30][31][32][33][34][35][36][37] and silanol [38][39][40][41] motifs have all demonstrated good efficacy, typically in polar aprotic solvent media.…”

Super-2D metal organic frameworks with vertical layer skeletons and good adsorption performances

“…The ligand L was synthesized following our previous report in moderate yields 21 (Scheme S1, ESI †). The super-2D MOFs with different metal centers were synthesized through the solvothermal method of the L and metal nitrate (M = Ni, Cu or Zn) in a THF : H 2 O (3 : 1, v/v) mixture at 85 1C for 72 hours.…”